Morpholine → N-(5-Methyl-1H-pyrazol-3-yl)-2-(methylthio)-6-morpholin-4-yl-5-nitropyrimidin-4-amine

Participants

Reaction Steps

To a solution of 4,6-dichloro-2-(methylthio)-5-nitropyrimidine (Intermediate 56, 820 mg) in THF at 0° C. were added 5-methyl-1H-pyrazol-3-amine (350 mg) and DIPEA (1.6 ml) drop-wise. The resulting mixture was stirred at this temperature for 3 hours whereupon morpholine (1 ml) was added. The resulting mixture was allowed to warm to ambient temperature over 10 hours. The mixture was diluted with H2O and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, saturated NaHCO3 (aq) solution, dried and evaporation of the volatiles under reduced pressure gave a colored residue. Purification by column chromatography (50% EtOAc/hexanes) gave the title compound (820 mg). LCMS: 352 [M+1].

Provenance & Evidence